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Lake Cumberland Winery Vacation Packages

Lake Cumberland Winery Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

3 out of 5
Price was $519, price is now $457 per person
$457
per person
Oct 20 - Oct 25
found 9 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Louisville (SDF)
Stay at this 3-star business-friendly hotel in Louisville. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Valhalla Golf Club and Eastgate Shopping Center are located nearby.
Wingate by Wyndham Louisville East

Wingate by Wyndham Louisville East

2.5 out of 5
Price was $611, price is now $491 per person
$491
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Skyview Park and Stonefield Square Shopping Center are located nearby.
The Purple Martin

The Purple Martin

2 out of 5
Price was $1,049, price is now $843 per person
$843
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Louisville (SDF)
Book a stay at this golf hotel in Prospect. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Old Brownsboro Crossing Shopping Center and The Summit Shopping Center are located nearby.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Price was $850, price is now $709 per person
$709
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
Stay at this 4-star business-friendly hotel in Louisville. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fourth Street Live! and KFC Yum Center are located nearby.
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Price was $709, price is now $600 per person
$600
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Whiskey Row and KFC Yum Center are located nearby.
Hotel Genevieve part of JdV by Hyatt

Hotel Genevieve part of JdV by Hyatt

4 out of 5
Price was $1,095, price is now $946 per person
$946
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Louisville (SDF)
Stay at this 4-star hotel in Louisville. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Whiskey Row and KFC Yum Center are located nearby.
Hilton Garden Inn Jeffersonville Louisville North

Hilton Garden Inn Jeffersonville Louisville North

3 out of 5
Price was $596, price is now $529 per person
$529
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Louisville (SDF)
Stay at this 3-star business-friendly hotel in Jeffersonville. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Silver Lakes and Silver Creek Township Park are located nearby.
Pillow and Paddock B&B

Pillow and Paddock B&B

3.5 out of 5
Price was $1,371, price is now $1,126 per person
$1,126
per person
Oct 15 - Oct 19
found 5 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
Stay at this 3.5-star B&B in La Grange. Enjoy room service, onsite spa services, and daily housekeeping. Popular attractions Lagrange Quarry and Walsh Park are located nearby.
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Price was $1,357, price is now $1,142 per person
$1,142
per person
Oct 15 - Oct 19
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
Book a stay at this spa hotel in Louisville. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.
The Grady

The Grady

4 out of 5
Price was $989, price is now $833 per person
$833
per person
Nov 3 - Nov 7
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
Stay at this 4-star hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the bar in our reviews. Popular attractions Louisville Slugger Museum and KFC Yum Center are located nearby.
Embassy Suites Louisville East

Embassy Suites Louisville East

3.5 out of 5
Price was $708, price is now $608 per person
$608
per person
Nov 3 - Nov 7
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions IceLand Sports Complex and Hounz Lane County Park are located nearby.
Hyatt House Louisville East

Hyatt House Louisville East

2 out of 5
Price was $710, price is now $610 per person
$610
per person
Nov 3 - Nov 7
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hurstborne Shopping Center and Hurstbourne Corners Shopping Center are located nearby.

3-4 Night Vacations in Lake Cumberland Winery

Price found within the past 48 hours. Click for updated prices.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $855, price is now $702 per person
$702
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Louisville (SDF)
Pillow and Paddock B&B

Pillow and Paddock B&B

3.5 out of 5
Price was $1,371, price is now $1,126 per person
$1,126
per person
Oct 15 - Oct 19
found 5 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Price was $1,357, price is now $1,142 per person
$1,142
per person
Oct 15 - Oct 19
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
The Grady

The Grady

4 out of 5
Downtown Louisville
Price was $989, price is now $833 per person
$833
per person
Nov 3 - Nov 7
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)

5-7 Night Vacations in Lake Cumberland Winery

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Louisville East

Wingate by Wyndham Louisville East

2.5 out of 5
Jeffersontown
Price was $611, price is now $491 per person
$491
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Louisville (SDF)
The Purple Martin

The Purple Martin

2 out of 5
Price was $1,049, price is now $843 per person
$843
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Louisville (SDF)
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Price was $971, price is now $738 per person
$738
per person
Nov 2 - Nov 7
found 2 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
Fairgrounds
Price was $773, price is now $605 per person
$605
per person
Nov 2 - Nov 7
found 2 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)

Lake Cumberland Winery Last Minute Hotel Deals

Best Western Lake Cumberland Inn

Best Western Lake Cumberland Inn

2.5 out of 5
2030 E Highway 90, Monticello, KY
Book a stay at this business-friendly hotel in Monticello. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Best Western Lake Cumberland Inn
Laker Inn

Laker Inn

2 out of 5
990 Maple St, Russell Springs, KY
Stay at this hotel in Russell Springs. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Lake Cumberland Marina and Wolf Creek Recreation ...
Laker Inn
Lake Cumberland State Resort Park

Lake Cumberland State Resort Park

3 out of 5
5465 State Park Rd, Jamestown, KY
Stay at this 3-star family-friendly holiday park in Jamestown. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. ...
Lake Cumberland State Resort Park
Timber Pointe Resort

Timber Pointe Resort

2 out of 5
2671 Kentucky 92, Jamestown, KY
Stay at this hotel in Jamestown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Jamestown Marina and Lake Cumberland State Resort Park ...
Timber Pointe Resort
Comfort Inn Somerset

Comfort Inn Somerset

2.5 out of 5
82 Jolin Dr, Somerset, KY
Book a stay at this business-friendly hotel in Somerset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn Somerset
Holiday Inn Express & Suites Somerset Central by IHG

Holiday Inn Express & Suites Somerset Central by IHG

2.5 out of 5
50 Stevie Lynn Dr, Somerset, KY
Book a stay at this business-friendly hotel in Somerset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express & Suites Somerset Central by IHG
Red Roof Inn Somerset, KY

Red Roof Inn Somerset, KY

2 out of 5
1201 S Highway 27, Somerset, KY
Book a stay at this business-friendly hotel in Somerset. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Red Roof Inn Somerset, KY
Hampton Inn Somerset

Hampton Inn Somerset

2.5 out of 5
4141 S Highway 27, Somerset, KY
Stay at this hotel in Somerset. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hampton Inn Somerset
See all 727 properties in Lake Cumberland Winery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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